Citation: DONG Ziyue, ZHOU Xiaoxia, ZHAO Xiaohui, YE Daying, AN Yue. A Heterocyclic Aromatic Halide Small Molecule Fluorescent Probe for the Detection of 2, 4, 6-Trinitrophenol[J]. Chinese Journal of Applied Chemistry, ;2020, 37(3): 332-339. doi: 10.11944/j.issn.1000-0518.2020.03.190286 shu

A Heterocyclic Aromatic Halide Small Molecule Fluorescent Probe for the Detection of 2, 4, 6-Trinitrophenol

  • Corresponding author: AN Yue, anyue_11@163.com
  • Received Date: 25 October 2019
    Revised Date: 29 November 2019
    Accepted Date: 3 January 2020

    Fund Project: the Natural Fund of Science and Technology Department of Liaoning Province 2019-ZD-0470Supported by the Natural Fund of Science and Technology Department of Liaoning Province(No.2019-ZD-0470)

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  • The heterocyclic aromatic halide, 2-chloro-5-(3-chloro-2, 6-dimethoxyphenyl)-1, 3, 4-thiadiazole (L), was synthesized by Gattermann reaction from the aminothiadiazole derivative. Its structure was characterized by nuclear magnetic resonance spectroscopy (NMR) and high resolution mass spectrometry (HRMS). Probe L was used as a small molecule fluorescent probe to detect 2, 4, 6-trinitrophenol (TNP), and its fluorescence characteristics were systematically studied. Furthermore, combined with theoretical calculations, the possible quenching mechanism was explored. The results showed that the probe L had high seletivity, high sensitivity and strong anti-interference ability to TNP, and exhibited good fluorescence performance in a wide pH range. It has lower detection limit (4.2×10-7 mol/L) and can be used for the detection of TNP in actual water samples.
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